Diphenhydramine Hydrochloride

HCID 8980CAS 147-24-0

기본 정보

표준 SMILES
CN(C)CCOC(c1ccccc1)c1ccccc1.Cl
InChIKey
PCHPORCSPXIHLZ-UHFFFAOYSA-N
분자식
C17H21NO.ClH
평균 분자량
291.8 g/mol
단동위원소 질량
291.138992

개요

Diphenhydramine hydrochloride appears as white or almost-white crystalline powder. Odorless with a bitter numbing taste. pH (5% aqueous solution) 4-6. (NTP, 1992)

이름 및 식별자

우선 이름
Diphenhydramine Hydrochloride
IUPAC
2-benzhydryloxy-N,N-dimethylethanamine;hydrochloride

이름 및 동의어

DIPHENHYDRAMINE HYDROCHLORIDE147-24-0Diphenhydramine HClAllergivalBendylateAntitussiveDenydrylEldadrylFenylhistHydramineDibenilSilphen
이름 더 보기
BeldinBelixDiphenDiphenhydramine.HClFelbenBenaDimedrol hydrochlorideHalbmond

데이터베이스 식별자

CAS
147-24-0
PubChem CID
8980
DTXSID
DTXSID4020537
ChEMBL
CHEMBL1620
UNII
TC2D6JAD40
EC Number
205-687-2

물성

구조 계산 물성

극성 표면적
12.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
6
무거운 원자 수
20

실험 및 물리화학적 성질

Chemical ClassesPharmaceutical
Solubility · 2건

greater than or equal to 100 mg/mL at 70.7 °F (NTP, 1992)

>43.8 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 3건

Breast Feeding; Lactation; Milk, Human; Antihistamines

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point331 to 338 °F (NTP, 1992)
Physical DescriptionDiphenhydramine hydrochloride appears as white or almost-white crystalline powder. Odorless with a bitter numbing taste. pH (5% aqueous solution) 4-6. (NTP, 1992)
Collision Cross Section162.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 221 reports by companies from 7 notifications to the ECHA C&L Inventory.

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory InformationDiphenhydramine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, hydrochloride: Environment tier I assessment
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1건

SYMPTOMS: Symptoms of exposure to this compound may include photosensitivity, hypotension, headache, hemolytic anemia, dizziness, disturbed coordination, nervousness, tremor, insomnia, blurred vision, tinnitus, epigastric distress, nausea, vomiting, diarrhea, constipation and tightness of the chest. Other symptoms may include anaphylactic shock, fatigue, confusion, restlessness, euphoria, diplopia, urinary frequency, drowsiness, urticaria, drug rash, excessive perspiration, chills, dryness of the mouth, nose and throat, palpitations, tachycardia, extrasystoles, thrombocytopenia, agranulocytosis, sedation, excitation, irritability, paresthesia, acute labyrinthitis, neuritis convulsions, anorexia, difficult urination, urinary retention, early menses, thickening of bronchial secretions, wheezing and nasal stuffiness. Other symptoms may include inability to concentrate, muscular weakness, nightmares, difficulty in micturition, elation, depression, hyperpyrexia, muscle twitching lassitude, tingling, heaviness, and weakness of hands. Overdosage reactions may include atropine-like symptoms, dry mouth, fixed and dilated pupils, flushing, gastrointestinal symptoms, central nervous system depression to stimulation, hallucinations, convulsions and death.

Reactive GroupEthers
Reactivity ProfileDIPHENHYDRAMINE HYDROCHLORIDE gives acidic solutions in water. Neutralizes bases. May react with strong oxidizing and strong reducing agents. May catalyze organic reactions. Slowly darkens on exposure to light.

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1건

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

독성 정보

Treatment · 1건

There is no specific antidote for diphenhydramine toxicity, but the anticholinergic syndrome has been treated with physostigmine for severe delirium or tachycardia. Benzodiazepines may be administered to decrease the likelihood of psychosis, agitation, and seizures in patients who are prone to these symptoms.

Health EffectsThey cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive.
Exposure RoutesOral; topical ; parenteral(intramuscular or intravenous injection). Quickly absorbed with maximum activity occurring in approximately one hour.
Toxicity SummaryDiphenhydramine competes with free histamine for binding at HA-receptor sites. This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding.
Signs and SymptomsConsiderable overdosage can lead to myocardial infarction (heart attack), serious ventricular dysrhythmias, coma and death.
Carcinogen Classification · 6건

Diphenhydramine Hydrochloride

TR-355: Toxicology and Carcinogenesis Studies of Diphenhydramine Hydrochloride (CASRN 147-24-0) in F344/N Rats and B6C3F1 Mice (Feed Studies) (1989 )

10/03/88

Equivocal Evidence

Equivocal Evidence

No Evidence

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Hepatic and renal Route of Elimination: Little, if any, is excreted unchanged in the urine; most appears as the degradation products of metabolic transformation in the liver, which are almost completely excreted within 24 hours. Half Life: 1-4 hours

FDA Pharmacological Classification · 6건

ALLERGY DYEFREE

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

DIPHENHYDRAMINE HCI

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

DIPHENHYDRAMINE HCL

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

MeSH Pharmacological Classification · 6건

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

Drugs used to prevent NAUSEA or VOMITING.

Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS.

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

용도 및 제조

UsesFor the treatment of symptoms associated with Vertigo/Meniere's disease, nausea and vomiting, motion sickness and insect bite.

관련 반응

2건

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